In short, yes, but both clients need to be Microsoft Outlook. Keep in mind, Outlook Express doesn't even have calendar functions. So, if you were to move to using Outlook on both computers there's a great Outlook addin, and it's very affordable as well, called 3StepShare http://www.3stepshare.com. With this addin you can share Microsoft Outlook calendar, contact, task, and email between two or more Microsoft Outlook users. It does it all via email which means you don't have to do any network configuration...it's very easy to use.

There you have it...enjoy.